Chalet holiday rentals in Big Sky

Find and book unique chalets on Airbnb

Quick stats about chalet rentals in Big Sky

  • Total holiday rentals

    Explore 50 holiday rentals in Big Sky

  • Nightly prices starting at

    Big Sky holiday rentals start at $305 SGD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Big Sky holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Big Sky rentals

  • 4.9 Average rating

    Big Sky stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated chalet rentals in Big Sky

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Guest favourite
A wooden deck extends from the house, offering views of surrounding pine trees and the Bridger Mountain range. Sunshine casts warm light on the structure, highlighting rustic elements of natural wood. The rugged landscape provides a serene backdrop for outdoor relaxation.
Chalet in Bozeman
4.93 out of 5 average rating, 29 reviews

Modern Mountaintop Retreat

This sunlit home is nestled on the side of the Bridger Mountain range, just 10 minutes from downtown Bozeman and 25 minutes from Bridger Bowl Ski Hill. You will have 60 acres of stunning pine forests to explore or ski. Watch the sunset over the whole valley from the porch or snuggle up by the wood burning fireplace- this home has something for everyone and fast, efficient wifi for remote work. A one of a kind Montana experience that combines rugged natural beauty and thoughtful, modern design.

Guest favourite
A spacious living area features a dark leather sectional sofa positioned around a coffee table on a patterned rug. Mounted artwork adds character to the wall, and natural light filters in through the doorway, highlighting the warm wood ceiling.
Chalet in Big Sky
4.93 out of 5 average rating, 119 reviews

3BR/3BA | Hot Tub | Mtn View | Fireplace | Twn Ctr

Beautifully designed 3BR/3BA + loft Firelight Chalet in the heart of Big Sky, close to dining, shops and all that Big Sky has to offer. Spacious and comfortable for families, groups, or couples, with an attached garage and peaceful setting just minutes from Town Center and Big Sky Resort. Enjoy skiing, hiking, golf, fishing, rafting, or Yellowstone, then return to a relaxing mountain retreat. With Bozeman and Yellowstone within easy reach, it’s an ideal base for exploring Southwest Montana.

Chalet in Bozeman
5.0 out of 5 average rating, 3 reviews

Lonely Mountain Chalet

Experience the ultimate mountain getaway at this luxury mountainside condo, located next to Bridger Bowl Ski Area and directly across from Crosscut Mountain Sports Center! Imagine stepping out the door onto pristine snow or lush trails, surrounded by the breathtaking beauty of the Custer Gallatin National Forest, this chalet is an outdoor enthusiast's dream. From exhilarating downhill and cross-country skiing in winter to world-class mountain biking and hiking in summer, adventure awaits!

Superhost
A private hot tub is situated on a deck, offering views of the expansive mountainous landscape. Snow-covered peaks rise in the background, while trees frame the serene setting. Water bubbles gently within the tub, creating a relaxing atmosphere.
Chalet in Big Sky
5.0 out of 5 average rating, 3 reviews

Ski-in/out home w/hot tub in Moonlight Basin

Ski-in/ski-out from this 3 bedroom/2.5 bathroom + bonus room Montana Mountain Chalet. Only steps away from the Iron Horse Lift and with your own private hot tub, this chalet offers all of the luxury and comfort that you could possibly want, with a true Montana rustic feel. This unit is equipped with a gas grill on the deck & a sled for afternoon fun and TV's throughout. You can watch your kids sled from your back deck as you soak in the hot tub with a delicious beverage of your choice.

Top guest favourite
Chalet in Bozeman
5.0 out of 5 average rating, 9 reviews

Bridger Bowl - Crosscut Hideaway!

Enjoy fresh air and mountain living in this brand new 2 bedroom, 2.5 bathroom, luxuriously furnished home. Located between Bridger Bowl Ski Area and Crosscut Nordic Ski/Bike Area, there are plenty of activities to enjoy right out the front door. Ample hiking, biking and fishing in the summer time as well as downhill, backcountry, and cross country skiing in the winter, to name a few. Enjoy cozy nights around the fireplace while taking in alpine views from every window.

Top guest favourite
An open living area showcases high A-frame ceilings with wooden beams and modern furnishings. A fully equipped kitchen features a gas range, refrigerator, and bar seating. The cozy seating area includes a circular table and plush chairs atop a textured rug, with large windows allowing natural light.
Chalet in Bozeman
4.95 out of 5 average rating, 359 reviews

Modern Rustic A-Frame | King Loft w/Bridger Views

Escape to a modern rustic A-frame guesthouse on a shared 5-acre property, tucked away at the end of a quiet road just 10 minutes from downtown Bozeman, 15 minutes from the airport, and 20 minutes from Bridger Bowl. Enjoy a private entrance, soaring ceilings, a full kitchen, a queen bedroom, and a king loft with Bridger Mountain views. Ideal for couples, solo travelers, and business guests. Not suitable for infants or children due to the loft ladder and resident dogs.

Guest favourite
A large dining table is centrally positioned beneath a stylish chandelier, set with plates and glassware. A modern kitchen area is visible in the background, featuring stainless steel appliances. Warm tones and natural textures highlight the inviting atmosphere of the open living space.
Chalet in Big Sky
4.96 out of 5 average rating, 57 reviews

Modern Upper Pines Chalet

4 bed/4bath chalet. Plenty of room and privacy for multiple families with baths for every bedroom. Home includes a chef's kitchen, large private hot tub, game room, and a balcony with grill and fire pit. Enjoy spectacular views of the local mountains including Lone Peak. Less than 5 minute drive to Town Center for shopping, dining, and festivals and 10 minutes to the Big Sky resort for world class skiing and biking. Perfect year-round escape for your family.

Guest favourite
The exterior of a two-story chalet is shown under a clear blue sky. The building features a deep blue facade with large windows. A patio area is visible, equipped with outdoor seating and a hot tub. Lush green grass surrounds the property.
Chalet in Big Sky
4.86 out of 5 average rating, 43 reviews

‼️3BR Big Sky Getaway w/ Hot Tub and Mountain View

》Hit '♡ Save' and relax in our cozy Big Sky chalet—perfect for families or groups, with stunning mountain views and space for 8. ✦ 3 comfy bedrooms + loft with sleeper sofa. ✦ Hot tub with mountain views. ✦ Fully equipped kitchen with everything you need. ✦ Washer/dryer in-unit & all essentials provided. ✦ 6 miles to Big Sky Resort, 50 miles to Yellowstone. ✦ Baby gear, board games & kid-friendly extras. Book your peaceful Montana escape now!

Top guest favourite
A charming log cabin is nestled among lush greenery, with a vibrant red roof contrasting against the natural surroundings. Flower pots filled with daisies add a touch of color at the forefront, while tall trees provide a sense of seclusion.
Chalet in Bozeman
4.92 out of 5 average rating, 93 reviews

Cozy Log Cabin w/ stunning 360 views!

• Secluded but only 8min drive to downtown Bozeman • Stunning 360 views ~> 4+ mountain ranges • Swimming pond on property w/ beach volleyball court! • Bridger Bowl Ski Area (15min drive) • Rocky Creek Nordic Ski Area just down the hill (ski there!) • Rocky Creek for fly fishing (10min walk) • Nearby Yellowstone Park (~1.5hr drive) Can sleep up to 5: Three bedroom w/ open dining & living room areas, sweeping decks (cover & open).

Superhost
Chalet in Big Sky

Luxe Mountain Home | Lone Peak Views | Hot Tub

★ Welcome to Big Sky Bliss, a thoughtfully designed mountain retreat for families and group getaways seeking space, comfort, and unforgettable views. ★ Nestled on a scenic slope near Big Sky Resort in the heart of the Gallatin Mountains, this newly remodeled home offers unobstructed Lone Peak views, modern upgrades throughout, and plenty of room for everyone to gather, reconnect, or enjoy a peaceful mountain escape year-round.

Superhost
The exterior of the multi-story cabin showcases a warm brown wooden façade and a sloped roof. Large windows allow natural light to flood the interior. Surrounding greenery and pine trees enhance the mountain setting. A pathway is visible, leading to the inviting entrance.
Private room in Gallatin Gateway
4.63 out of 5 average rating, 71 reviews

Ski right to your Chalet!

Amazing ski-in/ski out location! Private Bedroom with Queen bed & single bed (separate bedroom with 2 twin beds also available in separate listing). Your own private bathroom, Smart TV, mini fridge. Wifi. Walking distance to restaurants, bars, nightlife. Bring your own streaming service logins. We do NOT provide cable TV. No Cooking in the room. Leave your toasters and hotplates and crockpots at home.

Guest favourite
Chalet in Big Sky
5.0 out of 5 average rating, 7 reviews

Vast Ski In/Ski Out Big Sky Chalet

Luxury Ski-in/Ski-out Retreat in Big Sky, Montana <br><br>Experience the ultimate mountain escape at this stunning 6-bedroom, 8-bathroom ski-in/ski-out home, nestled in the heart of Big Sky, Montana. Whether you're here to carve the slopes, unwind by the fire, or explore the breathtaking landscapes, this luxurious retreat is the perfect base for your adventure.

Popular amenities for chalet rentals in Big Sky

When is the best time to visit Big Sky?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,092 SGD$1,796 SGD$1,743 SGD$833 SGD$620 SGD$387 SGD$418 SGD$592 SGD$540 SGD$523 SGD$517 SGD$979 SGD
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